ChemicalBook > CAS DataBase List > 4-BROMO-1-PHENYL-1H-PYRAZOLE

4-BROMO-1-PHENYL-1H-PYRAZOLE

Product Name
4-BROMO-1-PHENYL-1H-PYRAZOLE
CAS No.
15115-52-3
Chemical Name
4-BROMO-1-PHENYL-1H-PYRAZOLE
Synonyms
4-bromo-1-phenylpyrazole;4-BROMO-1-PHENYL-1H-PYRAZOLE;1H-Pyrazole, 4-bromo-1-phenyl-;4-Bromo-1-phenyl-1H-pyrazole 98%
CBNumber
CB9315598
Molecular Formula
C9H7BrN2
Formula Weight
223.07
MOL File
15115-52-3.mol
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4-BROMO-1-PHENYL-1H-PYRAZOLE Property

Melting point:
78-79 °C
Boiling point:
296.2±13.0 °C(Predicted)
Density 
1.50±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
form 
solid
pka
-1.34±0.10(Predicted)
color 
Brown
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933199090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
B687900
Product name
4-Bromo-1-phenylpyrazole
Packaging
500mg
Price
$85
Updated
2021/12/16
TRC
Product number
B687900
Product name
4-Bromo-1-phenylpyrazole
Packaging
5g
Price
$415
Updated
2021/12/16
Matrix Scientific
Product number
019654
Product name
4-Bromo-1-phenyl-1H-pyrazole
Packaging
500mg
Price
$22
Updated
2021/12/16
Oakwood
Product number
038508
Product name
4-Bromo-1-phenyl-1H-pyrazole
Packaging
1g
Price
$33
Updated
2021/12/16
Matrix Scientific
Product number
019654
Product name
4-Bromo-1-phenyl-1H-pyrazole
Packaging
1g
Price
$36
Updated
2021/12/16
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4-BROMO-1-PHENYL-1H-PYRAZOLE Chemical Properties,Usage,Production

Uses

4-Bromo-1-phenylpyrazole is used to prepare canagliflozin aryl C-glucoside with thiophene ring as sodium-dependent glucose co-transporter 2 (SGLT2) inhibitor for treatment of type 2 diabetes mellitus.

Synthesis

1126-00-7

15115-52-3

Example 29A Synthesis of 4-bromo-1-phenyl-1H-pyrazole: 1-phenylpyrazole (Aldrich, 1 g, 6.94 mmol) was dissolved in 10 mL of acetic acid, followed by the addition of 1.1 g of bromine (Fisher, 6.94 mmol) to a 10 mL solution of acetic acid. The reaction mixture was transferred to a pressure tube and the reaction was heated at 100 °C for 8 hours. After the reaction was completed, it was cooled to room temperature and the reaction solution was slowly poured into a 500 mL beaker containing ice and water and saturated aqueous NaHCO3 solution was added dropwise until the acetic acid was completely neutralized. The organic layer was separated by adding 50 mL of ethyl acetate (EtOAc) for extraction. The aqueous layer was then extracted with 2 x 15 mL of ethyl acetate, the organic phases were combined and dried with anhydrous Na2SO4. The organic phase was concentrated under reduced pressure to obtain the crude product. Purification by fast column chromatography (silica gel, 5:0 to 5:5 gradient elution of hexane-ethyl acetate) afforded 1.5 g of the target compound 4-bromo-1-phenyl-1H-pyrazole (6.72 mmol, 97% yield). Mass spectrum (DCI/NH3) m/z 223,225 (M+H)+.

References

[1] Chemistry - A European Journal, 2015, vol. 21, # 34, p. 11976 - 11979
[2] Patent: US2005/65178, 2005, A1. Location in patent: Page/Page column 31
[3] Patent: US2005/101602, 2005, A1. Location in patent: Page/Page column 68
[4] RSC Advances, 2016, vol. 6, # 93, p. 90031 - 90034
[5] Tetrahedron Letters, 2007, vol. 48, # 26, p. 4595 - 4599

4-BROMO-1-PHENYL-1H-PYRAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-BROMO-1-PHENYL-1H-PYRAZOLE Suppliers

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View Lastest Price from 4-BROMO-1-PHENYL-1H-PYRAZOLE manufacturers

Career Henan Chemical Co
Product
4-BROMO-1-PHENYL-1H-PYRAZOLE 15115-52-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-31